ES2531997T3 - Method for odor reduction in non-aqueous dispersions - Google Patents
Method for odor reduction in non-aqueous dispersions Download PDFInfo
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- ES2531997T3 ES2531997T3 ES10805141.8T ES10805141T ES2531997T3 ES 2531997 T3 ES2531997 T3 ES 2531997T3 ES 10805141 T ES10805141 T ES 10805141T ES 2531997 T3 ES2531997 T3 ES 2531997T3
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- aqueous dispersions
- mixture
- odor reduction
- dna
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/006—Removal of residual monomers by chemical reaction, e.g. scavenging
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/14—Treatment of polymer emulsions
- C08F6/22—Coagulation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/24—Treatment of polymer suspensions
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S524/923—Treating or preparing a nonaqueous dispersion or emulsion of a solid polymer or specified intermediate condensation product
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Abstract
Método de reducción del olor de una dispersión no acuosa de polímeros acrílicos, que comprende: añadir una mezcla de amina-álcali en un disolvente de acoplamiento a la dispersión no acuosa, siendo el disolvente de acoplamiento soluble en agua y aceite mineral.Method of reducing the odor of a non-aqueous dispersion of acrylic polymers, comprising: adding a mixture of amine-alkali in a coupling solvent to the non-aqueous dispersion, the coupling solvent being soluble in water and mineral oil.
Description
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E10805141 E10805141
04-03-2015 03-03-2015
documento WO2000/014123 describe un método para tratar un compuesto de alfa-hidroxicarbonilo con un antioxidante, la patente estadounidense n.º 6.620.883 introduce un tratamiento con múltiples iniciadores y el documento WO2003/010214 describe un método que incluye la inserción adicional de un tercer monómero tal como acrilato. También se han sugerido métodos para aumentar la eficacia de secado tras el procedimiento de polimerización, o para aumentar el vacío durante la extrusión y la inyección. WO2000 / 014123 describes a method for treating an alpha-hydroxycarbonyl compound with an antioxidant, US Patent No. 6,620,883 introduces a multi-initiator treatment and WO2003 / 010214 describes a method that includes the additional insertion of a third monomer such as acrylate. Methods have also been suggested to increase the drying efficiency after the polymerization process, or to increase the vacuum during extrusion and injection.
Sin embargo, existe un límite en la capacidad de estos diversos métodos para eliminar monómeros residuales. Además, (i) podrían cambiarse las propiedades físicas de la propia resina usando estos métodos, tales como, por ejemplo, su peso molecular, en la medida en que la implementación de estos métodos provoca en general que se produzca polimerización adicional, o (ii) puede disminuirse la productividad mediante un tiempo de reacción más largo. However, there is a limit on the ability of these various methods to remove residual monomers. In addition, (i) the physical properties of the resin itself could be changed using these methods, such as, for example, its molecular weight, to the extent that the implementation of these methods generally causes additional polymerization to occur, or (ii ) productivity can be reduced through a longer reaction time.
Además, ninguna técnica anterior se refiere a técnicas para reducir el olor provocado por monómeros residuales o fracciones de iniciadores o reacciones secundarias en dispersiones no acuosas (DNA). Esto es debido a que la introducción de grandes cantidades de agua (tal como, por ejemplo, mediante inyección de vapor de agua, tal como se describió anteriormente) desestabiliza las DNA. In addition, no prior art refers to techniques to reduce odor caused by residual monomers or initiator fractions or secondary reactions in non-aqueous dispersions (DNA). This is because the introduction of large amounts of water (such as, for example, by water vapor injection, as described above) destabilizes the DNA.
Por tanto, lo que se necesita en la técnica es un método de reducción del contenido en monómero residual en redes cristalinas, más rápido y que consuma menos energía. Lo que se necesita además es un método de este tipo que no cambie adicionalmente las propiedades físicas de la resina o el producto de reacción, o que aumente el tiempo de reacción. Therefore, what is needed in the art is a method of reducing residual monomer content in crystalline networks, which is faster and consumes less energy. What is also needed is such a method that does not additionally change the physical properties of the resin or the reaction product, or that increases the reaction time.
DESCRIPCIÓN DETALLADA DE LA INVENCIÓN DETAILED DESCRIPTION OF THE INVENTION
En realizaciones a modo de ejemplo de la presente invención, puede implementarse un tratamiento químico para reducir drásticamente el olor de las DNA. Un procedimiento de este tipo puede crear tanto un entorno de trabajo más seguro como más grato, así como un producto más seguro y más agradable. Adicionalmente, un tratamiento novedoso de este tipo puede aumentar el tiempo de secado para una DNA así como eliminar la necesidad de costes significativos asociados con la eliminación de monómeros usando técnicas convencionales. En realizaciones a modo de ejemplo de la presente invención, un tratamiento químico de este tipo puede incluir la adición a la DNA de una mezcla de amina/álcali en un disolvente de acoplamiento. In exemplary embodiments of the present invention, a chemical treatment can be implemented to dramatically reduce the odor of the DNA. Such a procedure can create both a safer and more pleasant working environment, as well as a safer and more pleasant product. Additionally, a novel treatment of this type can increase the drying time for a DNA as well as eliminate the need for significant costs associated with the elimination of monomers using conventional techniques. In exemplary embodiments of the present invention, such a chemical treatment may include the addition to the DNA of an amine / alkali mixture in a coupling solvent.
En realizaciones a modo de ejemplo de la presente invención, este procedimiento novedoso puede aplicarse a cualquier DNA usada en diversas aplicaciones y productos, tales como, por ejemplo, pinturas y recubrimientos. In exemplary embodiments of the present invention, this novel method can be applied to any DNA used in various applications and products, such as, for example, paints and coatings.
Este procedimiento novedoso contrasta con, por ejemplo, métodos normales de reducción de olores que implican etapas de procesamiento caras tales como, por ejemplo, separación a vacío. Por tanto, la presente invención proporciona una manera de bajo coste de minimizar los olores residuales que surgen de monómeros o fragmentos de iniciadores. Tal como se observa, el tratamiento de la invención incluye una mezcla de amina/álcali en un disolvente de acoplamiento. This novel procedure contrasts with, for example, normal odor reduction methods that involve expensive processing steps such as, for example, vacuum separation. Therefore, the present invention provides a low cost way of minimizing residual odors that arise from monomers or initiator fragments. As noted, the treatment of the invention includes an amine / alkali mixture in a coupling solvent.
Procedimiento de DNA novedoso en dos fases a modo de ejemplo Innovative two-stage DNA procedure as an example
En realizaciones a modo de ejemplo de la presente invención, pueden prepararse DNA de olor reducido, por ejemplo, en un procedimiento en dos fases. Lo siguiente describe un procedimiento a modo de ejemplo realizado según una realización a modo de ejemplo de la presente invención. Se proporcionan entre corchetes fuentes a modo de ejemplo para los diversos reactivos descritos: In exemplary embodiments of the present invention, reduced odor DNA can be prepared, for example, in a two-phase process. The following describes an exemplary process performed according to an exemplary embodiment of the present invention. Source brackets are provided by way of example for the various reagents described:
En una primera fase, por ejemplo, puede prepararse un polímero de cubierta en un matraz equipado con un agitador, un termómetro, una entrada de nitrógeno y un condensador. A este matraz pueden añadírsele, por ejemplo, 170,15 g de aceite Magie N-40 [Calumet Specialty Products]. Se calienta el contenido del matraz hasta una temperatura elevada, preferiblemente de 120ºC. Al matraz puede añadírsele entonces, por ejemplo, una mezcla de 196,25 g de metacrilato de isobutilo [Arkema Inc.], 67,5 g de metacrilato de laurilo [Acros Organic] y 5,35 g de ácido acrílico [Arkema Inc.]; y por separado una mezcla de 4,15 g de Luperox 26M50 [Arkema Inc.], 0,55 g de peroxibenzoato de t-butilo [Alfa Aesar] y 53,95 g de Magie N-40 [Calumet Specialty Products], gota a gota a lo largo de 4 horas. In a first phase, for example, a cover polymer can be prepared in a flask equipped with a stirrer, a thermometer, a nitrogen inlet and a condenser. To this flask can be added, for example, 170.15 g of Magie N-40 oil [Calumet Specialty Products]. The contents of the flask are heated to an elevated temperature, preferably 120 ° C. To the flask can then be added, for example, a mixture of 196.25 g of isobutyl methacrylate [Arkema Inc.], 67.5 g of lauryl methacrylate [Acros Organic] and 5.35 g of acrylic acid [Arkema Inc. ]; and separately a mixture of 4.15 g of Luperox 26M50 [Arkema Inc.], 0.55 g of t-butyl peroxybenzoate [Alfa Aesar] and 53.95 g of Magie N-40 [Calumet Specialty Products], drop dropwise over 4 hours.
Entonces puede agitarse esta mezcla, por ejemplo, durante aproximadamente 1 hora a una temperatura elevada, de nuevo preferiblemente de aproximadamente 120ºC. Al matraz pueden añadírsele, por ejemplo, 2,12 g de Luperox 26M50 [Arkema Inc.]. Puede agitarse la mezcla a una temperatura elevada, preferiblemente de aproximadamente 120ºC durante aproximadamente 1 hora. Al matraz puede añadírsele el tratamiento novedoso, por ejemplo, 5,0 g de una mezcla de 75,0 g de agua, 9,0 g de hidróxido de potasio al 85% [EMD], 6,0 g de alcohol isopropílico y 10,0 g de dietilamina [EMD], y puede agitarse la mezcla combinada durante aproximadamente 1 hora a una temperatura elevada, por ejemplo, preferiblemente de aproximadamente 120ºC. Tras enfriar, una cubierta a modo de ejemplo de este tipo tenía una viscosidad de 165 Pa-s medida con un reómetro AR1000 equipado con un cono de 4 cm/2 grados al 25%, y un índice de acidez (pH) igual a 6,8. This mixture can then be stirred, for example, for about 1 hour at an elevated temperature, again preferably about 120 ° C. To the flask can be added, for example, 2.12 g of Luperox 26M50 [Arkema Inc.]. The mixture can be stirred at an elevated temperature, preferably about 120 ° C for about 1 hour. To the flask can be added the novel treatment, for example, 5.0 g of a mixture of 75.0 g of water, 9.0 g of 85% potassium hydroxide [EMD], 6.0 g of isopropyl alcohol and 10 , 0 g of diethylamine [EMD], and the combined mixture can be stirred for about 1 hour at an elevated temperature, for example, preferably about 120 ° C. After cooling, such an exemplary cover had a viscosity of 165 Pa-s measured with an AR1000 rheometer equipped with a cone of 4 cm / 2 degrees at 25%, and an acid number (pH) equal to 6 , 8.
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Claims (1)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US22990809P | 2009-07-30 | 2009-07-30 | |
US229908P | 2009-07-30 | ||
PCT/US2010/043999 WO2011014826A1 (en) | 2009-07-30 | 2010-07-30 | A method for odor reduction in non-aqueous dispersions |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2531997T3 true ES2531997T3 (en) | 2015-03-23 |
Family
ID=43529729
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES10805141.8T Active ES2531997T3 (en) | 2009-07-30 | 2010-07-30 | Method for odor reduction in non-aqueous dispersions |
Country Status (7)
Country | Link |
---|---|
US (1) | US9023981B2 (en) |
EP (1) | EP2459601B1 (en) |
JP (1) | JP2013501105A (en) |
CN (1) | CN102574950A (en) |
CA (1) | CA2769446A1 (en) |
ES (1) | ES2531997T3 (en) |
WO (1) | WO2011014826A1 (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5484455B2 (en) | 2008-06-17 | 2014-05-07 | サン ケミカル コーポレイション | Fast setting sheet-fed offset ink with non-aqueous dispersion polymer |
JP2013501105A (en) | 2009-07-30 | 2013-01-10 | サン・ケミカル・コーポレーション | Method for reducing odor in non-aqueous dispersions |
JP2014514367A (en) | 2010-11-15 | 2014-06-19 | サン ケミカル コーポレイション | Compositions and methods for improving coagulation properties and rub resistance of printing inks |
WO2013086231A1 (en) | 2011-12-08 | 2013-06-13 | Sun Chemical Corporation | Overprint varnishes with non-aqueous dispersions |
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JPS5024990B2 (en) | 1972-06-16 | 1975-08-20 | ||
US3847851A (en) | 1972-06-16 | 1974-11-12 | Dainippon Toryo Kk | Thermosetting synthetic polymer dispersions and process for production thereof |
JPS569925B2 (en) * | 1974-06-19 | 1981-03-04 | ||
US4021400A (en) * | 1975-08-18 | 1977-05-03 | E. I. Du Pont De Nemours And Company | Alkyl acrylate polymer having less odor |
US4251412A (en) * | 1978-11-01 | 1981-02-17 | The B. F. Goodrich Company | Reducing residual acrylonitrile in water dispersions of acrylonitrile polymers with amine |
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JP2576586B2 (en) * | 1987-08-12 | 1997-01-29 | 日本油脂株式会社 | Method for producing polymer non-aqueous dispersion, polymer non-aqueous dispersion and coating composition |
CA2022795A1 (en) | 1989-08-15 | 1991-02-16 | Mohamed A. Elmasry | Stabilized polymeric dispersions |
JP3045358B2 (en) | 1992-08-27 | 2000-05-29 | 日本カーバイド工業株式会社 | Non-aqueous dispersible resin composition |
JPH06279508A (en) * | 1993-03-26 | 1994-10-04 | Dainippon Ink & Chem Inc | Production of nonaqueous dispersion resin and coating resin composition containing the same resin |
DE19511476A1 (en) | 1994-03-29 | 1995-11-02 | Dainippon Printing Co Ltd | Liquid toner, ink composition and process for their preparation |
JP3541962B2 (en) | 1994-03-29 | 2004-07-14 | 大日本印刷株式会社 | Ink composition and method for producing the same |
JPH07319221A (en) | 1994-03-31 | 1995-12-08 | Dainippon Printing Co Ltd | Wet developer and its production |
US5652282A (en) | 1995-09-29 | 1997-07-29 | Minnesota Mining And Manufacturing Company | Liquid inks using a gel organosol |
JP2000273381A (en) | 1999-03-24 | 2000-10-03 | Dainippon Ink & Chem Inc | Resin composition for stencil ink |
JP2001316446A (en) * | 2000-05-10 | 2001-11-13 | Dainippon Ink & Chem Inc | Ordinary-temperature curable non-water dispersible resin composition |
WO2001096358A1 (en) * | 2000-06-12 | 2001-12-20 | Avecia Biotechnology, Inc. | Deprotection of synthetic oligonucleotides using acrylonitrile scavenger |
US20020058730A1 (en) | 2000-09-21 | 2002-05-16 | Yasunari Kawashima | Resin composition for stencil ink and water-in-oil stencil ink |
US20030078319A1 (en) | 2001-10-18 | 2003-04-24 | Ryszard Sprycha | Stabilizers for non-aqueous inks |
DE60330650D1 (en) | 2002-02-04 | 2010-02-04 | Basf Se | METHOD FOR REDUCING THE RESTOMONOMERAL CONTENT AND IMPROVING THE WET STRENGTH OF ARTICLES FROM WATER ABSORBENT FOAMED POLYMERES AND USE THEREOF |
KR100603252B1 (en) | 2004-04-29 | 2006-07-24 | 삼성전자주식회사 | Liquid toner composition and preparation method of the same |
JP2006299039A (en) | 2005-04-19 | 2006-11-02 | Fuji Photo Film Co Ltd | Ink composition for electrostatic inkjet and method of inkjet recording |
JP2006348189A (en) | 2005-06-16 | 2006-12-28 | Dynic Corp | Ink for mimeographic printing |
JP2007075791A (en) | 2005-09-16 | 2007-03-29 | Nippon Paint Co Ltd | Laminated coating film formation method and coated product |
US20100099590A1 (en) | 2005-12-12 | 2010-04-22 | Guojun Liu | Oil dispersible polymer nanoparticles |
JP2007197500A (en) * | 2006-01-24 | 2007-08-09 | Riso Kagaku Corp | Nonaqueous pigment ink |
EP2053069B1 (en) | 2006-08-14 | 2012-12-05 | Nippon Shokubai Co., Ltd. | Hydrophilic graft polymer |
JP5484455B2 (en) | 2008-06-17 | 2014-05-07 | サン ケミカル コーポレイション | Fast setting sheet-fed offset ink with non-aqueous dispersion polymer |
JP2010132730A (en) | 2008-12-02 | 2010-06-17 | Riso Kagaku Corp | Ink set and printing method |
JP2013501105A (en) | 2009-07-30 | 2013-01-10 | サン・ケミカル・コーポレーション | Method for reducing odor in non-aqueous dispersions |
-
2010
- 2010-07-30 JP JP2012523107A patent/JP2013501105A/en active Pending
- 2010-07-30 WO PCT/US2010/043999 patent/WO2011014826A1/en active Application Filing
- 2010-07-30 US US13/387,432 patent/US9023981B2/en active Active
- 2010-07-30 EP EP20100805141 patent/EP2459601B1/en active Active
- 2010-07-30 CA CA 2769446 patent/CA2769446A1/en not_active Abandoned
- 2010-07-30 CN CN2010800340624A patent/CN102574950A/en active Pending
- 2010-07-30 ES ES10805141.8T patent/ES2531997T3/en active Active
Also Published As
Publication number | Publication date |
---|---|
JP2013501105A (en) | 2013-01-10 |
EP2459601A4 (en) | 2012-12-26 |
CA2769446A1 (en) | 2011-02-03 |
EP2459601A1 (en) | 2012-06-06 |
US9023981B2 (en) | 2015-05-05 |
CN102574950A (en) | 2012-07-11 |
WO2011014826A1 (en) | 2011-02-03 |
EP2459601B1 (en) | 2014-12-10 |
US20120123030A1 (en) | 2012-05-17 |
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